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Method for preparing glycolaldehyde through hydroformylation of formaldehyde

A technology of glycolaldehyde and hydroformyl, applied in the field of formaldehyde hydroformylation reaction system, can solve the problems of high consumption of precious metals, low activity and the like, and achieve the effect of high glycolaldehyde selectivity and yield

Pending Publication Date: 2022-07-15
TIANJIN UNIV
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  • Summary
  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the activity of the catalytic system for formaldehyde hydroformylation reported so far is low, and the amount of noble metal is high. Only when the concentration of noble metal Rh is above 0.005mol / L and the reaction pressure is greater than 10MPa, the yield of glycolaldehyde can reach about 80%.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] 20mmol paraformaldehyde (molar weight is in formaldehyde monomer), 0.1mmol bis-triphenylphosphine carbonyl rhodium chloride, 0.033mmol (containing ruthenium 0.1mmol) dodecacarbonyl triruthenium are successively added in 100mL high pressure airtight reaction kettle, 20 mL of N,N-dimethylacetamide was added, and the mixture was evenly mixed. The volume of the reaction solution was about 20 mL.

[0029] At 110°C, syngas (CO and H 2 The volume ratio is 1:1) The initial pressure is 9 MPa (the initial pressure is 9 MPa, and the gas is not continuously supplied during the reaction), and the reaction is carried out at 800 rpm for 3 h. After the reaction was completed, the water bath was cooled to room temperature.

[0030] The solution after the reaction was analyzed by gas chromatography, and the yield of the target product glycolaldehyde was 50%, and the selectivity was 97%.

Embodiment 2

[0032] 20mmol of paraformaldehyde, 0.1mmol of bistriphenylphosphine carbonyl rhodium chloride, 0.05mmol (containing 0.1mmol of manganese) dimanganese decacarbonyl were added successively to the 100mL high-pressure airtight reactor, and 20mL of N,N-dimethylacetamide was added. ,well mixed.

[0033] At 110°C, syngas (CO and H 2 The volume ratio is 1:1) the initial pressure is 9MPa, and the reaction is carried out at 800rpm for 3h. After the reaction was completed, the water bath was cooled to room temperature.

[0034] The solution after the reaction was analyzed by gas chromatography, and the yield of the target product glycolaldehyde was 63%, and the selectivity was 98%.

Embodiment 3

[0036] 20mmol of paraformaldehyde, 0.1mmol of bis-triphenylphosphine carbonyl rhodium chloride, 0.05mmol (containing 0.1mmol of cobalt) dicobalt octacarbonyl were added successively to the 100mL high-pressure airtight reactor, and 20mL of N,N-dimethylacetamide was added. ,well mixed.

[0037] At 110°C, syngas (CO and H 2 The volume ratio is 1:1) the initial pressure is 9MPa, and the reaction is carried out at 800rpm for 3h. After the reaction was completed, the water bath was cooled to room temperature.

[0038] The solution after the reaction was analyzed by gas chromatography, and the yield of the target product glycolaldehyde was 48%, and the selectivity was 96%.

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Abstract

The invention relates to a method for preparing glycolaldehyde through hydroformylation of formaldehyde. The method comprises the following steps: mixing a substrate, a rhodium source and a metal additive, adding the mixture and a solvent into a high-pressure kettle to obtain a reaction solution, then introducing synthesis gas, reacting for 0.5-12 hours at 60-150 DEG C, and cooling to obtain glycolaldehyde, the substrate is formaldehyde or paraformaldehyde; the synthesis gas is composed of hydrogen and carbon monoxide. According to the invention, through the synergistic effect of two metals in the bimetallic catalyst, high glycolaldehyde yield, fast reaction rate and reaction cost reduction are realized; the reaction system is simple, the reaction activity is obviously improved, and the precious metal consumption is greatly reduced.

Description

technical field [0001] The invention belongs to the technical field of chemical catalysis, in particular to a formaldehyde hydroformylation reaction system, and the catalyst can be used as the application of formaldehyde hydroformylation to generate glycolaldehyde. Background technique [0002] Glycolaldehyde, also known as hydroxyacetaldehyde, is the smallest sugar molecule with dual properties of aldehyde and alcohol. It is an important intermediate in organic synthesis and has important applications in chemical, food, pharmaceutical and other industries. It can be used to synthesize lactic acid and serine. , vitamin B6, etc., can also be used as some special reducing reagents or probe molecules. Ribose, which is produced by the reaction of glycolaldehyde and acrolein, is an important part of RNA and a very critical sugar molecule in the origin of life. [0003] At present, there are biological methods and chemical methods for the synthesis of glycolaldehyde. The biologi...

Claims

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Application Information

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IPC IPC(8): C07C45/50C07C47/19B01J31/24B01J31/20
CPCC07C45/50B01J31/2404B01J31/20B01J2531/72B01J2531/822B01J2231/321B01J2531/821B01J2531/845C07C47/19
Inventor 马新宾王美岩杨琬鑫李茂帅冯怡
Owner TIANJIN UNIV
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